Skip to Content
Merck
All Photos(1)

Documents

407208

Sigma-Aldrich

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Synonym(s):

3,4-Epoxycyclohexanecarboxylic acid (3′,4′-epoxycyclohexyl)methyl, 3,4-Epoxycyclohexanecarboxylic acid (3,4-epoxycyclohexylmethyl) ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H20O4
CAS Number:
2386-87-0
Molecular Weight:
252.31
MDL number:
MFCD00440900
UNSPSC Code:
12162002
PubChem Substance ID:
24865432
NACRES:
NA.23

form

viscous liquid

refractive index

n20/D 1.498 (lit.)

mp

−37 °C (lit.)

density

1.17 g/mL at 25 °C (lit.)

SMILES string

O=C(OCC1CCC2OC2C1)C3CCC4OC4C3

InChI

1S/C14H20O4/c15-14(9-2-4-11-13(6-9)18-11)16-7-8-1-3-10-12(5-8)17-10/h8-13H,1-7H2

InChI key

YXALYBMHAYZKAP-UHFFFAOYSA-N

General description

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (EEC) is a chemical compound that belongs to the class of cycloaliphatic epoxy resins. It is commonly used as a reactive diluent or a cross-linking agent in the formulation of epoxy-based materials, such as coatings, adhesives, and composites.

It can be synthesized by the reaction of 3′-cyclohexenylmethyl 3-cyclohexenecarboxylate with peracetic acid. Its aliphatic backbone and molecular structure provide a number of useful properties such as thermal stability, weatherability, and electrical conductivity.

Application

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate can be used as:
  • A reactive diluent or a cross-linking agent in the preparation of flame retardant epoxy composites, which finds application in the electricals, textiles, electronics, and transportation.
  • A monomer in the synthesis of polymeric gels, which can have applications in controlled release systems, drug delivery, or sensors.
EEC can also be used as a resin in aerospace, electronics, and automobile industries as an adhesive and composite material.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H412

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

244.4 °F - closed cup

Flash Point(C)

118 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

1,2-BIS(2,4,6-TRIMETHYLBENZOYL)BENZENE AldrichCPR

S888478

1,2-BIS(2,4,6-TRIMETHYLBENZOYL)BENZENE

Hua Jin et al.
Structure (London, England : 1993), 27(10), 1508-1516 (2019-08-06)
Cyanobacteria are the most abundant photosynthetic microorganisms, the global distribution of which is mainly regulated by the corresponding cyanophages. A systematic screening of water samples in the Lake Chaohu enabled us to isolate a freshwater siphocyanophage that infects Microcystis wesenbergii
Synthesis and application of epoxy resins: A review
Jin F, et al.
Journal of Industrial and Engineering Chemistry, 29(25), 1-11 (2015)
In situ synthesis of silver- epoxy nanocomposites by photoinduced electron transfer and cationic polymerization processes
Sangermano M, et al.
Macromolecules, 40(25), 8827-8829 (2007)
Investigation of curing kinetics of various cycloaliphatic epoxy resins using dynamic thermal analysis
Yoo MJm et al.
European Polymer Journal, 46(5), 1158-1162 (2010)
J J Schwartz et al.
Nature communications, 10(1), 791-791 (2019-02-17)
Production of objects with varied mechanical properties is challenging for current manufacturing methods. Additive manufacturing could make these multimaterial objects possible, but methods able to achieve multimaterial control along all three axes of printing are limited. Here we report a
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service